7-chloro-6-nitro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one

Base Information

• Chemical Name: 7-chloro-6-nitro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one
• CAS No.: 110254-65-4
• Molecular Formula: C₁₂H₉ClN₂O₃
• Molecular Weight: 264.668
• DSSTox Substance ID: DTXSID50379339
• Nikkaji Number: J466.310A
• Mol file: 110254-65-4.mol

Synonyms:7-chloro-6-nitro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one;110254-65-4;4-chloro-3-nitro-1-azatricyclo[7.3.1.05,13]trideca-3,5,7,9(13)-tetraen-2-one;1-chloro-2-nitro-3-oxo-6,7-dihydro-3H,5H-benzo[ij]quinolizine;1-chloro-2-nitro-6,7-dihydropyrido[3,2,1-ij]quinolin-3(5H)-one;DTXSID50379339;XYMWRJGCVUPHAG-UHFFFAOYSA-N;1H,5H-Benzo[ij]quinolizin-5-one, 7-chloro-2,3-dihydro-6-nitro-;FT-0701496;1-Chloro-6,7-dihydro-2-nitro-3H,5H-benzo[ij]quinolizin-3-one

Chemical Property of 7-chloro-6-nitro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one

Chemical Property:

• Vapor Pressure: 1.68E-05mmHg at 25°C
• Boiling Point: 364.5°C at 760 mmHg
• Flash Point: 174.2°C
• PSA: 67.82000
• Density: 1.55g/cm³
• LogP: 3.03250
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 264.0301698
• Heavy Atom Count: 18
• Complexity: 443

Purity/Quality:

99%,98%, ^*data from raw suppliers

7-CHLORO-6-NITRO-2,3-DIHYDRO-1H,5H-PYRIDO[3,2,1-IJ]QUINOLIN-5-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C3C(=CC=C2)C(=C(C(=O)N3C1)[N+](=O)[O-])Cl

Technology Process of 7-chloro-6-nitro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one

There total 5 articles about 7-chloro-6-nitro-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinolin-5-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

1-hydroxy-2-nitro-3-oxo-6,7-dihydro-3H,5H-benzoquinolizine (96812-12-3) → 1-chloro-2-nitro-3-oxo-6,7-dihydro-3H,5H-benzoquinolizine (110254-65-4)

Guidance literature:

With triethylamine; trichlorophosphate; for 1h; Heating;

Reference yield:

9-hydroxy-8,11-dioxo-5,6,8,11-tetrahydro-4H-benzopyrano<2,3-b>quinolizine (95594-15-3) → 1-chloro-2-nitro-3-oxo-6,7-dihydro-3H,5H-benzoquinolizine (110254-65-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / NaOH / ethane-1,2-diol; H₂O / 1 h / Heating

2: 96 percent / 90percent aq. H₂SO₄ / 15 h / 140 °C

3: 89 percent / conc. HNO₃, NaNO₂ / acetic acid / 0.5 h

4: 94 percent / triethylamine, phosphoryl chloride / 1 h / Heating

With sodium hydroxide; sulfuric acid; nitric acid; triethylamine; sodium nitrite; trichlorophosphate; In water; ethylene glycol; acetic acid;

Reference yield:

1,2,3,4-tetrahydroisoquinoline (635-46-1) → 1-chloro-2-nitro-3-oxo-6,7-dihydro-3H,5H-benzoquinolizine (110254-65-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / diphenyl ether / 5 h / Heating

2: 99 percent / NaOH / ethane-1,2-diol; H₂O / 1 h / Heating

3: 96 percent / 90percent aq. H₂SO₄ / 15 h / 140 °C

4: 89 percent / conc. HNO₃, NaNO₂ / acetic acid / 0.5 h

5: 94 percent / triethylamine, phosphoryl chloride / 1 h / Heating

With sodium hydroxide; sulfuric acid; nitric acid; triethylamine; sodium nitrite; trichlorophosphate; In diphenylether; water; ethylene glycol; acetic acid;

upstream raw materials:

1-hydroxy-2-nitro-3-oxo-6,7-dihydro-3H,5H-benzoquinolizine

9-hydroxy-8,11-dioxo-5,6,8,11-tetrahydro-4H-benzopyrano<2,3-b>quinolizine

1,2,3,4-tetrahydroisoquinoline

1-hydroxy-3-oxo-6,7-dihydro-3H,5H-benzoquinolizine

Downstream raw materials:

2-nitro-1-triphenylphosphoranylideneamino-6,7-dihydro-3H,5H-benzoquinolizin-3-one

8-oxo-5,6-dihydro-4H,8H-benzo-1,2,5-oxadiazolo<3,4-b>quinolizine 9-oxide

diethyl (2-nitro-3-oxo-6,7-dihydro-3H,5H-benzo[ij]quinolizin-4-yl)malonate